Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$1,400,000 (USD)
Pending

Sarasota Area Single Family Home

Pending

4875 Brywill Circle Sarasota, FL 34234

3 Bed
2 Baths
2478 sqft
MLS# A4701947
Virtual Tour
Under contract-accepting backup offers. Discover elevated coastal living in Sarasota's highly sought-after Sapphire Shores neighborhood, where timeless design and modern comfort come together just moments from Sarasota Bay. Extensively renovated in May 2022, this beautifully reimagined residence offers a seamless blend of refined interiors, exceptional outdoor living, and a location that places the very best of Sarasota within easy reach.
Set on one of the neighborhood's most desirable streets, the home welcomes you with soaring vaulted wood ceilings, abundant natural light, and an open-concept floor plan designed for effortless everyday living and entertaining. Expansive sightlines draw the eye toward the resort-inspired outdoor living space, where a refinished pool and spacious lanai serve as the centerpiece of the home.
The gourmet kitchen is thoughtfully designed around a substantial quartz island and appointed with GE Café Modern Glass smart appliances, custom cabinetry, and generous prep space. A breakfast bar connects the kitchen to the dining area, while the adjacent living room features a contemporary fireplace, built-in entertainment center, and French doors that frame tranquil views of the pool and tropical landscape.
Privately situated in its own wing, the primary suite offers a peaceful retreat with direct pool views and a spa-inspired ensuite bathroom. Designed with relaxation in mind, the space features a freestanding soaking tub, an oversized double walk-in shower finished in Kenridge wood-look tile, dual vanities, brushed gold fixtures, and a spacious walk-in closet. Large windows and glass doors create a seamless connection to the outdoor living areas while filling the suite with natural light.
On the opposite side of the residence, two generously sized guest bedrooms provide privacy and comfort for family and visitors. The guest bathroom showcases coral stone-inspired tile, natural wood elements, a floating vanity, and designer brushed gold fixtures that echo the home's elevated aesthetic.
A versatile front room offers exceptional flexibility and can easily function as a home office, den, fitness studio, media room, or additional guest accommodation. Throughout the home, PGT impact-rated windows and sliding glass doors provide both peace of mind and abundant natural light.
Designed to embrace Florida's indoor-outdoor lifestyle, this courtyard-style residence opens to the pool from multiple rooms, creating a seamless flow between the interior and exterior living spaces. The private backyard is shaded by mature trees and enhanced by a garden shed, offering a tranquil setting to relax and enjoy bay breezes from the waterfront just a block away.
Practicality meets convenience with a garage, covered carport, and additional parking area, for multiple vehicles, or recreational equipment.
The comprehensive renovation included significant updates to the electrical and plumbing systems, impact-rated windows and doors, flooring, lighting, insulation, HVAC ductwork, water heaters, pool resurfacing, and numerous additional improvements, creating a move-in-ready residence that combines modern efficiency with classic coastal elegance. Ideally located just minutes from Downtown Sarasota, Sarasota-Bradenton International Airport, and the cultural attractions of the Ringling Museum, the home also enjoys close proximity to the bayfront parks and tree-lined streets that make Sapphire Shores one of Sarasota's most beloved historic neighborhoods.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Gary Tiffany, Coldwell Banker Realty
$1,400,000 (USD)
Active

Sarasota Area Condominium

Active

5880 Midnight Pass Road 307 Sarasota, FL 34242

3 Bed
2 Baths
2165 sqft
MLS# A4704429
Virtual Tour
A TRUE 3-bedroom condo residence in desirable Casarina, a premier building positioned directly on the quartz white sands of #1 Siesta Key beach and the Gulf of Mexico. Step into this beautiful spacious residence and experience the flow of this 2,165-square foot open floor plan conducive to daily living, entertaining and accommodating family and friends. Sold turnkey furnished, this residence boasts impact windows & sliders providing security and protection, large ceramic floor tile throughout perfect for beach living and rich new carpet in the primary bedroom. The updated kitchen is stunning boasting neutral cabinetry, quartz countertops, stainless Jenn-Air appliances, Fisher & Paykel double dishwasher, quartzite island & breakfast bar, instant hot water faucet & 3 spacious pantries. The primary bathroom was updated in 2026 with quartzite countertops and upgraded dual vanities. Custom wood closet organizers are featured in all the bedrooms and an electric fireplace in the living room.
The A/C was replaced in 2025 and tankless water heater in 2023. Casarina is a secure building which has just undergone a complete building renovation & infrastructure. It offers an onsite manager and is fully funded with a 10-year capital plan and no special assessments. Besides the powder-white sand beach, experience tropical living on 7 acres of refreshed lush Florida landscaping, large refurbished heated pool and spa, cabana with outdoor kitchen & dining area, new poolside pergola with seating, 2 grilling areas, sunset decks, gas firepit with Adirondack chairs, resurfaced & lighted tennis court, 2 pickle ball courts, basketball hoop, fitness center, and social room/library. This condo offers secure under-building garage parking with an adjacent storage closet #5. The building renovation & infrastructure within the past two years includes a new reengineered resilient roof, new electrical and fire alarm systems elevated to the 2nd floor, new raised backup generator, new secured A/C units, multiple custom flood-prevention panels/dams, new ground water pump infrastructure, relined plumbing pipes, and refurbished elevators. Minutes to Siesta Village, shopping, restaurants and the culture of downtown Sarasota! So come on down and enjoy Florida living!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Carolyn Donnelly, Coldwell Banker Realty
$1,395,000 (USD)
Active

Longboat Key Area Condominium

Active

1485 Gulf Of Mexico Drive 303 Longboat Key, FL 34228

2 Bed
3 Baths
1569 sqft
MLS# A4679674
Virtual Tour
Coastal elegance meets effortless island living at The Player’s Club on Longboat Key. This 2-bedroom, 2.5-bath Gulf-front residence located in building #1 offers direct Gulf views from the private balcony, where nightly sunsets paint the sky in unforgettable color, your front-row seat to paradise. Located in a guard-gated, low-density community with 560 feet of private beachfront, this property delivers rare privacy and an elevated coastal lifestyle. Beach chairs, tables, and umbrellas are provided, making it easy to step outside and enjoy the sand shoreline just moments from your door. The residence offers both elevator and stair access, one assigned covered parking space under the building and convenient guest parking. Owners enjoy resort-style amenities including in ground salt water pool and spa, tennis and pickleball courts, a library and a clubhouse with indoor and outdoor kitchen spaces, perfect for entertaining or relaxing after a day on the water. Ideally positioned on coveted Gulf of Mexico Drive, this prime location places you steps from the St. Regis, minutes to Publix and the world-class dining and shopping of St. Armands Circle. Whether as a full-time residence, seasonal escape or investment opportunity, this condo offers the very best of Longboat Key living- private, serene, and undeniably beautiful. A rare opportunity to own a Gulf-front condo in one of Longboat Key’s most desirable beachfront communities.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Rinat Sikdar, Coldwell Banker Realty
$1,375,000 (USD)
Active

Longboat Key Area Single Family Home

Active

602 Buttonwood Drive Longboat Key, FL 34228

3 Bed
3 Baths
2107 sqft
MLS# A4697037
Virtual Tour
Expect luxury living and a world of conveniences within the serene enclave of Buttonwood Harbour on Longboat Key, where care and impeccable style converge in this 3BR/3BA tropical oasis. As you approach, the vast circular paver drive, embraced by lush, professionally maintained landscape, sets the stage for what awaits beyond the architecturally pleasing covered front entryway. Step inside to discover the attention to detail that defines this updated home, as gorgeous new tile floors throughout grace and harmonize with neutral tones and exquisite touches, including stately plantation shutters adorning every window. The flowing floor plan effortlessly guides you to the expansive pool area, blending indoor elegance with outdoor convenience. The beautifully remodeled kitchen is both stylish and functional, seamlessly connected to the living room, and featuring a large breakfast Island, tile backsplash, a wine refrigerator, and Bosch appliances. Relax in the cozy Florida room, which offers a tranquil retreat with walls of sliders that blur the boundaries between indoor and outdoor living. Outside, the sparkling heated pool beckons, surrounded by ample space on the lanai for entertaining or simply basking in the tropical ambiance. The expansive primary suite is a sanctuary of comfort, with slider access to the pool area, new tile flooring, and a remodeled primary bath boasting dual vanities and a glass-enclosed walk-in shower adorned with stunning tilework. Equally inviting, the two guest accommodations offer spacious comfort, with elegantly remodeled bathrooms. Set in a prized mid-key location, Buttonwood Harbour offers residents a short walk to the beach and a community Harbor with boat slips available to lease.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Michelle Musto, Coldwell Banker Realty
$1,350,000 (USD)
Pending

Nokomis Area Single Family Home

Pending

14582 Bald Cypress Way Nokomis, FL 34275

3 Bed
3 Baths
2857 sqft
MLS# A4702898
Virtual Tour
Talon Preserve on Palmer Ranch. Experience an extraordinary blend of coastal charm and contemporary luxury in this nearly new, model-like dream home! Featuring 3 welcoming bedrooms, 3 elegantly designed baths, and a versatile den, this property is everything you’ve been dreaming of. Imagine spending your days by a heated, custom-designed pool and spa, all situated on an impressive oversized lot with breathtaking views of a serene lake and lush preserve, truly a picturesque setting! This outstanding residence showcases the highly coveted Reverence floor plan, complete with luxurious upgrades that discerning buyers desire. Boasting over $161,000 in builder enhancements, a stunning $178,000 custom pool and spa, plus an additional $30,000 in chic post-construction upgrades, this home is perfectly move-in ready! Every detail has been thoughtfully selected, from the level 6 coastal wood-look wide plank porcelain tile flowing throughout the main living areas to the level 5 cabinetry, exquisite quartz countertops, sleek built-in appliances, and smart home features including Cat 6 wiring and in-ceiling speakers. The spacious Great Room extension is perfect for entertaining, and you’ll appreciate the the look of the seamless zero-corner sliders that invite the outdoors in. You'll also enjoy the convenience of a full third bathroom. The centerpiece of this property? The spectacular custom pool! Designed with an expansive raised hot tub that cascades into the pool, enhanced with designer glass tiles, a welcoming sunshelf, stunning water bowls with a tranquil waterfall feature, and a generous 50x40 deck all surrounded by unparalleled views overlooking the peaceful lake and preserve behind. Additional luxurious home finishes include stylish wall treatments in each bedroom and bath, and the Great Room, stylish barn doors for the den and primary bath, luxurious walk-in showers in all baths, and elegant light fixtures and ceiling fans that elevate the atmosphere throughout. Enjoy the thoughtful split bedroom layout providing privacy with the primary suite ideally situated at the back and two guest suites at the front connected by a convenient Jack-and-Jill bathroom featuring dual sinks and a shower. The front office features custom wall details and a roomy walk-in closet for storage. For those in need of extra space, the oversized storage garage, or Florida Basement, that is an additional 10x8 storage room added to the oversized two-car garage. To make your transition into this stunning home easier, the entire furniture package from Arhouse and a Stressless sectional are available for purchase via a separate bill of sale. Living in Talon Preserve, Palmer Ranch’s newest treasure, is truly exceptional. With resort-style amenities that include a heated pool and hot tub, the full-service Hideaway Bar & Grill, and a sprawling 18,000 sq ft clubhouse featuring a full service bar, state-of-the-art gym and yoga/ballet studio, and game rooms, there’s something for everyone. Enjoy activities like pickleball, tennis, and bocce ball, plus a dog park and direct gated access to the scenic Legacy Trail for walking and biking. Conveniently located just 4.5 miles from Nokomis/Casey Key Beach and easily accessible to downtown Sarasota and Venice, Sarasota Memorial Hospital, gourmet dining, and top-notch shopping, this home is a must-see! Call today to schedule a private showing, and be sure to request the comprehensive list of upgrades!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Ronald "Ron" Suponcic, Coldwell Banker Realty
$1,350,000 (USD)
Active

Sarasota Area Single Family Home

Active

2516 Browning Street Sarasota, FL 34237

5 Bed
5 Baths
2746 sqft
MLS# A4666531
Virtual Tour
Under Construction. Brand-new modern two-story home by Milano Homes, scheduled for completion April 01 2026, offering luxury living and exceptional investment potential in the heart of Sarasota. This thoughtfully designed residence features 5 bedrooms, 4 bathrooms, and an attached 2-car garage, with an open-concept kitchen and living space showcasing premium Italian-imported flooring, cabinetry, and designer fixtures. Large sliding doors open seamlessly to a private outdoor deck and pool, creating the perfect setting for entertaining and enjoying Florida’s indoor-outdoor lifestyle. Located within Sarasota city limits, this property qualifies for weekly rentals, making it an outstanding opportunity for a primary residence, seasonal retreat, or income-producing investment. Just minutes from Downtown Sarasota, Siesta Key Beach, and St. Armands Circle, with convenient access to world-class dining, boutique shopping, cultural attractions, and Sarasota’s award-winning Gulf beaches. Nearby parks, tennis and pickleball courts, and the Legacy Trail extension provide endless outdoor recreation.
Construction is nearing completion and the home is very easy to show. Secure a brand-new modern Sarasota home in a highly desirable location. *Photography Coming Soon*
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Rinat Sikdar, Coldwell Banker Realty
$1,350,000 (USD)
Active

Sarasota Area Condominium

Active

50 Central Avenue 14B Sarasota, FL 34236

2 Bed
2 Baths
1671 sqft
MLS# A4670232
Virtual Tour
Experience the essence of Sarasota’s urban living in this exquisitely updated turn-key furnished, two-bedroom, two-bath residence at Plaza Five Points, one of the city’s most sought-after addresses in the heart of Downtown. Spanning 1,671 square feet, this beautifully appointed split-floor plan residence combines elegant design and modern upgrades. Need additional space for guests? Reserve the fully appointed Guest Suite on the amenity floor, where your guests can enjoy a kitchenette and walk-out onto the pool deck for sunshine, sunsets and views.

The chef-inspired kitchen is a masterpiece of coastal refinement, featuring GE Profile stainless steel appliances, Kohler fixtures, and an Ann Sacks designer tile backsplash. Polished quartz countertops create a sleek, inviting surface for entertaining, while the open-concept layout flows effortlessly into the dining and living areas. A custom solid maple built-in adds architectural warmth and sophistication, perfect for displaying art, books, or media.

Enjoy outdoor living space on your expansive private terrace, accessible from both bedrooms and the living room, offering views of Sarasota Bay and the vibrant city skyline. Three sets of impact-glass sliders provide maximum year-round safety and peace of mind.

The primary suite is a tranquil retreat featuring motorized window shade providing effortless privacy and light control, creating a restful atmosphere day or night. A cozy sitting area that doubles as a reading nook or home office, and can easily be converted into an additional walk-in closet space.

Both bathrooms showcase Kohler fixtures and sinks, while the guest bath features a custom solid oak vanity with artisan craftsmanship. The custom features and upgrades are a must-see!

At Plaza Five Points, you’ll enjoy concierge service, on-site management, secure gated parking (2 spots), temperature controlled storage room. Resort-style amenities including a heated pool, state-of-the-art fitness center, and modernized and updated community room, currently under construction. A Guest Suite is available on a first-come, first-served basis. The mixed-use commercial parking and elevators are separated from the homeowner units.

This property represents a rare opportunity to own a piece of downtown Sarasota’s lifestyle, steps away from dining, theatre, boutique shopping and Whole Foods.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Melissa Perrigoue, Coldwell Banker Realty